Chicago Condominiums
A Master-Planned Residential Tower in Mississauga's City Centre
Current listings include 1-bedroom condo apartments from $399.9K–$499.9K, 1-bedroom + den condo apartments from $468.8K–$549.9K, and 2-bedroom condo apartments from $558.0K–$649.9K.
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2010
417 units - 35 floors
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$399.9K–$649.9K
$568.9–$779.57/mo
Maintenance fee reflect this building's currently active listings, not an official building-wide figure -- individual units may differ. Data provided by MLS® and should be independently verified; no liability is assumed for any errors or omissions.
Master-Planned Urban Living. Completed in 2010 by the renowned developer The Daniels Corporation, Chicago Condominiums stands at 385 Prince of Wales Drive as the sixth tower in the prestigious City Centre master plan. This impressive 32-storey residential high-rise offers 589 suites with diverse floor plans designed to suit various lifestyles.
Generous and Diverse Suite Designs. Residents and prospective buyers can choose from an array of layouts, with suite sizes ranging from 439 square feet up to 1,276 square feet. These homes provide functional, well-designed living spaces tailored for modern urban comfort.
Exceptional Lifestyle Amenities. Residents at Chicago Condominiums enjoy exclusive access to over 17,000 square feet of dedicated amenity spaces. The extensive facilities are equipped with an indoor pool, a relaxing sauna, a modern fitness centre, a dedicated theatre room, and a games room. For unique active recreation, the property also includes its own rock-climbing wall and a virtual golf simulator.
A Highly Accessible Location. Positioned within Mississauga's vibrant downtown City Centre, the tower provides convenient proximity to local highlights. Residents are just a short walk away from premium shopping, dining, and entertainment options located at the nearby Square One Shopping Centre.
Errors & omissions: information here — including specifications, unit sizes, amenities, addresses and neighbourhood details — is provided for general informational purposes only and is subject to change without notice. Buyers and interested parties should verify all details independently with the developer, builder or relevant authorities before making any decisions.
Building Details
The Daniels Corporation
Pets Allowed With Restrictions
City Towers Property Management
(905) 803-9515
PSCC 894
$/ft²/mo is each unit type's monthly maintenance fee divided by its size, from this building's current listings only.
Prices shown are current asking prices for active For Sale listings of that unit type -- not sold prices, and not every unit type has one on the market right now.
Building Amenities
Compiled from amenities reported in this building's past listings. Not an official building amenities list and may be incomplete or out of date -- confirm directly with the condo corporation or property management.
Who This Building May Suit
Its smaller, more attainable unit sizes make it a practical entry point for first-time buyers. With 12 amenities and 2-bedroom-and-up floor plans, it suits downsizers wanting more space without a house to maintain.
Before you buy, it's worth understanding what a status certificate review covers for this specific building.
City Centre Neighbourhood
Chicago Condominiums is located in City Centre, Mississauga.
See what's nearby -- schools, parks, shopping and transit -- in the map below, or explore the City Centre neighbourhood guide.
Nearby Schools
Elementary
- Corpus Christi School469 m · 6 min walk
Dufferin-Peel CDSB — JK-8
- Brookmede Public School483 m · 6 min walk
Peel DSB
- École élémentaire Le Flambeau483 m · 6 min walk
CS Viamonde — JK-6
- EveryMind MHS/Glenhaven Sr. PS483 m · 6 min walk
Peel DSB
- St Catherine of Siena School483 m · 6 min walk
Dufferin-Peel CDSB — JK-8
- St Margaret of Scotland School483 m · 6 min walk
Dufferin-Peel CDSB — JK-8
Secondary
- Applewood Heights Secondary School483 m · 6 min walk
Peel DSB
- Brian J Fleming Adult Learning CentreN483 m · 6 min walk
Dufferin-Peel CDSB
Nearby Amenities
Park
- Community Common239 m
- Scholar's Green263 m
Pet Store
- The Bone & Biscuit107 m
Point of Interest
- mimuseum38 m
Restaurant
- The Backyard Smokehouse156 m
- Hakka Boyz164 m
- Gabby's297 m
- Thai Room Grand298 m
Chicago Condominiums Market Snapshot
Live snapshot of this building's own listings -- rentals not included
Bedrooms
Chicago Condominiums currently has 11 homes for sale, with a median asking price of $549.9K, averaging 39 days on market. Over the last 24 months, 28 units have sold in the building at a median of $503.0K — selling at 97% of asking price.
Chicago Condominiums vs City Centre vs Mississauga
| Metric | Chicago Condominiums Live snapshot · sold last 24mo | City Centre 2026-09-01 · sold last 24mo | Mississauga Sold last 24mo |
|---|---|---|---|
| Active Listings | 11 | 284 | — |
| Median Asking Price | $549.9K | $504.5K | — |
| Avg. Days on Market | 39 | 54 | — |
| Sold (24mo) | 28 | 1,056 | — |
| Median Sold Price | $503.0K | $514.7K | — |
| Median $/sqft (Sold) | $712 | $658 | — |
| Sale-to-List Ratio | 97% | 97% | — |
| Months of Inventory | 9.4 mo | 6.8 mo | — |
Active Inventory
Active Listings by Unit Type
| Unit Type | Count | Median | Highest | Lowest | Avg. DOM |
|---|---|---|---|---|---|
| 1 Bed | 3 | $399.9K | $499.9K | $399.9K | 27 |
| 1 Bed + Den | 3 | $525.0K | $549.9K | $468.8K | 49 |
| 2 Bed | 5 | $609.0K | $649.9K | $558.0K | 41 |
Closed Sales — Last 24 Months
Sold $/Sqft by Quarter
▼ -6.1% over 6 quartersMedian sold price per square foot each quarter, last 24 months. Quarters with too few sales to protect an individual sale price are omitted.
28 sold in the last 24 months · median $503.0K · 97% of asking
Market statistics are aggregate estimates compiled from TRREB (Toronto Regional Real Estate Board) MLS® data via the PropTx IDX/VOW feed. Deemed reliable but not guaranteed accurate, provided for general informational purposes only, and not a substitute for a professional appraisal, inspection, or investment advice. No liability is assumed for any errors or omissions.
The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA.
Frequently Asked Questions
Who developed Chicago Condominiums and when was it completed?
Chicago Condominiums was developed by The Daniels Corporation and completed in 2010 as the sixth tower in their master-planned City Centre community.
How many storeys and residential suites are there in the building?
This residential high-rise stands at 32 storeys tall and contains a total of 589 suites.
What are the sizes of the suites at Chicago Condominiums?
Suite floor plans in the building range in size from 439 square feet up to 1,276 square feet.
What recreational amenities can residents enjoy inside the building?
Residents have access to over 17,000 square feet of amenities, including an indoor pool, a sauna, a modern fitness centre, a theatre room, and a games room.
Does Chicago Condominiums feature a rock-climbing wall or virtual golf?
Yes, the building offers unique active recreation options, featuring both a dedicated rock-climbing wall and a virtual golf simulator.
Is Chicago Condominiums located near Square One Shopping Centre?
Yes, the building is situated within Mississauga City Centre, placing residents a short walk away from the shopping, dining, and entertainment options at Square One Shopping Centre.
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Miko Nalepa
Realtor® at The Condo Bar Real Estate
With 15+ years in the GTA West market, Miko Nalepa is a Realtor® with Right At Home Realty, Brokerage, specializing in condos, townhouses, and detached homes across Mississauga, Oakville, Burlington, and Milton. The focus stays deliberately narrow -- four cities, not a Toronto-wide practice -- because that's what it takes to know individual buildings and blocks, not just neighbourhood names.
Miko Nalepa is also the creator of The Condo Bar, the data platform behind this site, tracking building-level sales history and live market reports across 450+ GTA West condo buildings so every recommendation starts with what comparable units actually closed for, not asking price.
All building details, amenities, pricing, and listing information on this page are deemed reliable but not guaranteed, and may change without notice. This page is provided for general information purposes only and does not constitute legal, financial, or professional advice. Buyers are responsible for independently verifying all information, including unit availability, pricing, fees, and building specifications, before making any decisions. No liability is assumed for any errors or omissions.